Реакция #417976

ord-9e97ec0013794d7495789bd38f7c513f

Уравнение реакции

O=S(=O)(O)O
sulfuric acid
Cc1nc(-c2cccc(C(=O)O)c2)no1
3-(5-methyl-1,2,4-oxadiazol-3-yl)benzoic acid
CO
methanol
O
water
COC(=O)c1cccc(-c2noc(C)n2)c1
methyl 3-(5-methyl-1,2,4-oxadiazol-3-yl)benzoate

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураthe mixture is heated at the boil for 18 hours
  2. 2
    ТемператураThe reaction mixture is cooled in an ice bath
  3. 3
    Фильтрацияthe mixture is filtered off with suction
  4. 4
    Промывкаwashed well with water
  5. 5
    Другое=2.65 min (method A)

Методика

7.83 ml (147 mmol) of concentrated sulfuric acid are added to a suspension of 30.0 g (147 mmol) of 3-(5-methyl-1,2,4-oxadiazol-3-yl)benzoic acid in 150 ml of methanol, and the mixture is heated at the boil for 18 hours. The reaction mixture is cooled in an ice bath, water is added, the mixture is filtered off with suction and washed well with water: methyl 3-(5-methyl-1,2,4-oxadiazol-3-yl)benzoate as colourless crystals; m.p. 81° C., ESI 219 (M+H), HPLC: Rt.=2.65 min (method A).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877751B2uspto-grants-2014_11